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Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/cyclization of aryl aldimines and alkynes.
J Am Chem Soc. 2009 Sep 02; 131(34):12050-1.JA

Abstract

A general rhodium-catalyzed oxidative coupling reaction between internal alkynes and aryl aldimines is described. This process affords 3,4-disubstituted isoquinolines in good yield and high regioselectivity. Preliminary mechanistic studies suggest that the C-N bond formation arises from the reductive elimination of a rhodium(III) species.

Authors+Show Affiliations

Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Canada K1N 6N5.No affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19705909

Citation

Guimond, Nicolas, and Keith Fagnou. "Isoquinoline Synthesis Via Rhodium-catalyzed Oxidative Cross-coupling/cyclization of Aryl Aldimines and Alkynes." Journal of the American Chemical Society, vol. 131, no. 34, 2009, pp. 12050-1.
Guimond N, Fagnou K. Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/cyclization of aryl aldimines and alkynes. J Am Chem Soc. 2009;131(34):12050-1.
Guimond, N., & Fagnou, K. (2009). Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/cyclization of aryl aldimines and alkynes. Journal of the American Chemical Society, 131(34), 12050-1. https://doi.org/10.1021/ja904380q
Guimond N, Fagnou K. Isoquinoline Synthesis Via Rhodium-catalyzed Oxidative Cross-coupling/cyclization of Aryl Aldimines and Alkynes. J Am Chem Soc. 2009 Sep 2;131(34):12050-1. PubMed PMID: 19705909.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/cyclization of aryl aldimines and alkynes. AU - Guimond,Nicolas, AU - Fagnou,Keith, PY - 2009/8/27/entrez PY - 2009/8/27/pubmed PY - 2009/12/16/medline SP - 12050 EP - 1 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 131 IS - 34 N2 - A general rhodium-catalyzed oxidative coupling reaction between internal alkynes and aryl aldimines is described. This process affords 3,4-disubstituted isoquinolines in good yield and high regioselectivity. Preliminary mechanistic studies suggest that the C-N bond formation arises from the reductive elimination of a rhodium(III) species. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/19705909/Isoquinoline_synthesis_via_rhodium_catalyzed_oxidative_cross_coupling/cyclization_of_aryl_aldimines_and_alkynes_ L2 - https://doi.org/10.1021/ja904380q DB - PRIME DP - Unbound Medicine ER -